Stereochemical Structures of Antioxidative Bisepoxylignans, Sesaminol and Its Isomers, Transformed from Sesamolin

Abstract

Four stereoisomers of sesaminol were artificially produced after the intermolecular transformation of sesamolin by the presence of acid clay during the decolorization process used to commercially produce sesame oil. After isolating and purifying, the Stereochemical structures of four stereoisomers of sesaminol were deduced mainly by the ¹H-NMR spectroscopic technique, and X-ray crystallographic analysis of the 3, 5-dinitrobenzoate of one of the sesaminol epimers confirmed the relative stereochemistry of all four sesaminol isomers.